Cheap flights from Oakland to Boston from $483 OAK → BOS
Metropolitan Oakland International Airport (OAK) → Logan International Airport (BOS)
The cheapest return found recently is $483 with Alaska Airlines, 11 Jun 2027 – 13 Jun 2027, found 2 days ago.
- Cheapest return found recently
- $483, 11 Jun 2027 to 13 Jun 2027
- Usual return price
- $405 to $702
- Cheapest month to fly
- December 2026, return fares from $326 found in the last 7 days
Return
The cheapest return fare on each of 3 departure dates is usually $405 to $702.
Cheapest return found recently
$483
11 Jun 2027 – 13 Jun 2027 · Alaska Airlines
Metropolitan Oakland International Airport (OAK) → Logan International Airport (BOS)
Leaves 5:00 p.m. · Return leaves 8:15 a.m. · 16 h 27 min of travel, both ways together
out 1 stop, back nonstop
found 2 days ago
Cheapest nonstop return
None seen yet.
Found recently, and the cheapest we hold
$483 11 Jun 2027 – 13 Jun 2027found 2 days agoSee prices for these dates
$326 4 Dec – 7 Decfound 6 days agoSee prices for these dates
What have prices looked like?
Over 46 days, 27 Sept to 11 Nov, the cheapest return we saw each day was $249 to $1,589.
Those were the prices on those days, not today's.
Is this a good return price?
Compared with the cheapest return fare on each of 3 departure dates from 22 Nov to 11 Jun 2027, found by travelers' searches in the last 7 days (economy, the price the seller showed on Aviasales). The usual range is the middle half of those prices.
Could nearby dates be cheaper?
We hold no other 2-night return fares leaving within 3 days of 11 Jun 2027 to compare.
Every date we hold
4 fares on 3 departure dates
See the chart as a table
| Dates | From | Airline | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| 22 Nov – 28 Nov | $920 | Southwest Airlines | Metropolitan Oakland International Airport (OAK) → Logan International Airport (BOS) | out 1 stop, back 1 stop | found 3 days ago | See prices for these dates |
| 4 Dec – 7 Dec | $326 | Alaska Airlines | Metropolitan Oakland International Airport (OAK) → Logan International Airport (BOS) | out 1 stop, back 1 stop | found 6 days ago | See prices for these dates |
| 11 Jun 2027 – 13 Jun 2027 | $483 | Alaska Airlines | Metropolitan Oakland International Airport (OAK) → Logan International Airport (BOS) | out 1 stop, back nonstop | found 2 days ago | See prices for these dates |
Which month looks cheapest?
December 2026 is the cheapest month — from $326.
Airlines on the cheapest dates: Alaska Airlines, Southwest Airlines.
Premium cabin fares from Oakland to Boston
We hold no premium economy, business or first-class fares for this route: we collect them for the busiest routes, and this one is not among them yet.
Today's prices for 11 Jun 2027 – 13 Jun 2027 in another cabin: Premium economy · Business · First
How far ahead were prices cheapest for Oakland to Boston?
Return
Fares 60 to 89 days before departure were typically 40% lower than 0 to 6 days before departure.
From the cheapest return each day between 27 Sept and 11 Nov (46 days), grouped by how many days ahead the flight left; one adult in economy.
Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.
Prices reflect recent searches — current fares may differ.
See these ranges as a table
| Booked ahead by | Typical fare | Cheapest day | Above the cheapest | Days of prices |
|---|---|---|---|---|
| 0–6 days | $528 | $520 | +68% | 9 |
| 7–13 days | $528 | $383 | +68% | 7 |
| 14–29 days | $340 | $295 | +8% | 17 |
| 30–59 days | $372 | $249 | +18% | 40 |
| 60–89 days | $315 | $315 | Cheapest seen | 7 |
| 90–179 days | $477 | $447 | +51% | 23 |
| 180+ days | $758 | $483 | +141% | 7 |
Could a nearby airport be cheaper?
A different airport at either end can change the fare — sometimes a lot.
Return
San Jose → Boston
61 km from Oakland
$419
$64 less than flying from Oakland
11 Jun 2027 – 13 Jun 2027 · SJC → BOS · out 1 stop, back nonstop
found 2 days ago
San Francisco → Boston
13 km from Oakland
$711
$228 more than flying from Oakland
22 Nov – 28 Nov · SFO → BOS · out nonstop, back nonstop
found 3 days ago
Cheapest recent price on each route — round trip, per traveler in Economy. Distances are in a straight line.
One-way
Cheapest recent price on each route — one way, per traveler in Economy. Distances are in a straight line.
Live price for these dates
The cheapest return found recently is for 11 Jun 2027 – 13 Jun 2027. A live search on this page shows what those dates cost now, for one adult in economy.
Questions about this trip
How much is a return flight from Oakland to Boston?
The cheapest return found recently is $483 with Alaska Airlines, 11 Jun 2027 to 13 Jun 2027, found 2 days ago. The cheapest return we hold, of any age, is $326 with Alaska Airlines, 4 Dec to 7 Dec, found 6 days ago. The cheapest return fare on each of 3 departure dates is usually $405 to $702.
What is the cheapest month to fly from Oakland to Boston?
December 2026 is the cheapest month for a return, from $326, 4 Dec to 7 Dec, found 6 days ago.
How far ahead should I book a flight from Oakland to Boston?
In 46 days of prices between 27 Sept and 11 Nov, return fares 60 to 89 days before departure were typically 40% lower than 0 to 6 days before departure.
Which airlines have the cheapest flights from Oakland to Boston?
Between 22 Nov and 11 Jun 2027, Alaska Airlines has the cheapest return on 2 of the 3 departure dates we hold, and Southwest Airlines on 1.
Prices are what travelers' searches on Aviasales found in the last 7 days, in US dollars: the price the seller showed on Aviasales; bags may cost extra. Fares change, so check today's price before you book. How our prices work